A charismatic speaker well known for his clarity and wit, he once delivered a lecture (1994b) giving an account of Gödel's second incompleteness theorem, employing only words of one syllable. At the end of his viva, Hilary Putnam asked him, "And tell us, Mr. Boolos, what does the analytical hierarchy have to do with the real world?" Without hesitating Boolos replied, "It's part of it".

Kurt Gödel wrote the first paper on provability logic, which applies modal logic—the logic of necessity and possibility—to the theory of mathematical proof, but Gödel never developed the subject to any significant extent. Boolos was one of its earliest proponents and pioneers, and he produced the first book-length treatment of it, The Unprovability of Consistency, published in 1979. The solution of a major unsolved problem some years later led to a new treatment, The Logic of Provability, published in 1993. The modal-logical treatment of provability helped demonstrate the "intensionality" of Gödel's Second Incompleteness Theorem, meaning that the theorem's correctness depends on the precise formulation of the provability predicate. These conditions were first identified by David Hilbert and Paul Bernays in their Grundlagen der Arithmetik. The unclear status of the Second Theorem was noted for several decades by logicians such as Georg Kreisel and Leon Henkin, who asked whether the formal sentence expressing "This sentence is provable" (as opposed to the Gödel sentence, "This sentence is not provable") was provable and hence true. Martin Löb showed Henkin's conjecture to be true, as well as identifying an important "reflection" principle also neatly codified using the modal logical approach. Some of the key provability results involving the representation of provability predicates had been obtained earlier using very different methods by Solomon Feferman.

Boolos was an authority on the 19th-century German mathematician and philosopher Gottlob Frege. Boolos proved a conjecture due to Crispin Wright (and also proved, independently, by others), that the system of Frege's Grundgesetze, long thought vitiated by Russell's paradox, could be freed of inconsistency by replacing one of its axioms, the notorious Basic Law V with Hume's Principle. The resulting system has since been the subject of intense work.[citation needed]

1989a, "A new proof of the Gödel incompleteness theorem," Notices of the American Mathematical Society 36: 388-390. LLL. An afterword appeared under the title "A letter from George Boolos," ibid., p. 676. LLL.

1998, "Gottlob Frege and the Foundations of Arithmetic." First published in LLL. French translation in Mathieu Marion and Alain Voizard eds., 1998. Frege. Logique et philosophie. Montréal and Paris: L'Harmattan: 17-32.

2000, "Must we believe in set theory?" in Gila Sher and Richard Tieszen, eds., Between Logic and Intuition: Essays in Honour of Charles Parsons. Cambridge University Press. LLL.